CN103228769B - The reaction product of the dicarboxylic acid that alkyl replaces and nitrogen compound is reducing the purposes in fuel consumption - Google Patents
The reaction product of the dicarboxylic acid that alkyl replaces and nitrogen compound is reducing the purposes in fuel consumption Download PDFInfo
- Publication number
- CN103228769B CN103228769B CN201180057828.5A CN201180057828A CN103228769B CN 103228769 B CN103228769 B CN 103228769B CN 201180057828 A CN201180057828 A CN 201180057828A CN 103228769 B CN103228769 B CN 103228769B
- Authority
- CN
- China
- Prior art keywords
- fuel
- alkyl
- reaction product
- acid
- additive
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000000446 fuel Substances 0.000 title claims abstract description 106
- 239000007795 chemical reaction product Substances 0.000 title claims abstract description 50
- 125000000217 alkyl group Chemical group 0.000 title claims abstract description 47
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 229910017464 nitrogen compound Inorganic materials 0.000 title claims abstract description 21
- 150000002830 nitrogen compounds Chemical class 0.000 title claims abstract description 21
- 239000000654 additive Substances 0.000 claims abstract description 58
- 230000000996 additive effect Effects 0.000 claims abstract description 52
- 150000008065 acid anhydrides Chemical class 0.000 claims abstract description 21
- 150000003839 salts Chemical class 0.000 claims abstract description 16
- 239000000203 mixture Substances 0.000 claims description 31
- 239000003599 detergent Substances 0.000 claims description 24
- 239000003208 petroleum Substances 0.000 claims description 23
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
- 229920000768 polyamine Polymers 0.000 claims description 16
- 239000002199 base oil Substances 0.000 claims description 15
- 239000010687 lubricating oil Substances 0.000 claims description 14
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 10
- 238000002485 combustion reaction Methods 0.000 claims description 10
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical compound O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 claims description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
- 239000003112 inhibitor Substances 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- OTXHZHQQWQTQMW-UHFFFAOYSA-N (diaminomethylideneamino)azanium;hydrogen carbonate Chemical class OC([O-])=O.N[NH2+]C(N)=N OTXHZHQQWQTQMW-UHFFFAOYSA-N 0.000 claims description 5
- 125000003368 amide group Chemical group 0.000 claims description 5
- 229910052728 basic metal Inorganic materials 0.000 claims description 5
- 150000003818 basic metals Chemical class 0.000 claims description 5
- 150000007942 carboxylates Chemical group 0.000 claims description 5
- 230000007797 corrosion Effects 0.000 claims description 5
- 238000005260 corrosion Methods 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 150000002989 phenols Chemical class 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 150000001299 aldehydes Chemical class 0.000 claims description 3
- 230000002269 spontaneous effect Effects 0.000 claims description 3
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 2
- 125000005462 imide group Chemical group 0.000 claims 1
- -1 glycol ethers Chemical class 0.000 description 47
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 30
- 229920002367 Polyisobutene Polymers 0.000 description 28
- 239000003921 oil Substances 0.000 description 16
- 239000002585 base Substances 0.000 description 13
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- 150000002148 esters Chemical class 0.000 description 11
- 150000003949 imides Chemical class 0.000 description 11
- 125000003342 alkenyl group Chemical group 0.000 description 9
- 229920000570 polyether Polymers 0.000 description 9
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 7
- 229940014800 succinic anhydride Drugs 0.000 description 7
- 229940087291 tridecyl alcohol Drugs 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 229910021529 ammonia Inorganic materials 0.000 description 6
- 229920000098 polyolefin Polymers 0.000 description 6
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 6
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 150000001335 aliphatic alkanes Chemical class 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 239000003502 gasoline Substances 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000013598 vector Substances 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical compound CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 4
- 150000003628 tricarboxylic acids Chemical class 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 125000005466 alkylenyl group Chemical group 0.000 description 3
- 238000005576 amination reaction Methods 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 150000002632 lipids Chemical class 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000003495 polar organic solvent Substances 0.000 description 3
- 229920001083 polybutene Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- SZOLUXDHHKCYKT-ONEGZZNKSA-N (e)-but-1-en-1-amine Chemical compound CC\C=C\N SZOLUXDHHKCYKT-ONEGZZNKSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 2
- QDTDKYHPHANITQ-UHFFFAOYSA-N 7-methyloctan-1-ol Chemical compound CC(C)CCCCCCO QDTDKYHPHANITQ-UHFFFAOYSA-N 0.000 description 2
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- 239000004440 Isodecyl alcohol Substances 0.000 description 2
- 239000004439 Isononyl alcohol Substances 0.000 description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 description 2
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical compound NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000013530 defoamer Substances 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 2
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 2
- 239000002816 fuel additive Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N hexanedioic acid Natural products OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000006078 metal deactivator Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920005652 polyisobutylene succinic anhydride Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 238000006268 reductive amination reaction Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 2
- 150000003443 succinic acid derivatives Chemical class 0.000 description 2
- 229960002317 succinimide Drugs 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- REZQBEBOWJAQKS-UHFFFAOYSA-N triacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO REZQBEBOWJAQKS-UHFFFAOYSA-N 0.000 description 2
- 125000005591 trimellitate group Chemical group 0.000 description 2
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical group CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- VQOXUMQBYILCKR-UHFFFAOYSA-N 1-Tridecene Chemical group CCCCCCCCCCCC=C VQOXUMQBYILCKR-UHFFFAOYSA-N 0.000 description 1
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- GELKGHVAFRCJNA-UHFFFAOYSA-N 2,2-Dimethyloxirane Chemical group CC1(C)CO1 GELKGHVAFRCJNA-UHFFFAOYSA-N 0.000 description 1
- 239000000263 2,3-dihydroxypropyl (Z)-octadec-9-enoate Substances 0.000 description 1
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
- UHZLTTPUIQXNPO-UHFFFAOYSA-N 2,6-ditert-butyl-3-methylphenol Chemical class CC1=CC=C(C(C)(C)C)C(O)=C1C(C)(C)C UHZLTTPUIQXNPO-UHFFFAOYSA-N 0.000 description 1
- BGRKGHSKCFAPCL-UHFFFAOYSA-N 2-(2-methylbutan-2-yl)phenol Chemical compound CCC(C)(C)C1=CC=CC=C1O BGRKGHSKCFAPCL-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- JSIAIROWMJGMQZ-UHFFFAOYSA-N 2h-triazol-4-amine Chemical group NC1=CNN=N1 JSIAIROWMJGMQZ-UHFFFAOYSA-N 0.000 description 1
- RZRNAYUHWVFMIP-GDCKJWNLSA-N 3-oleoyl-sn-glycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-GDCKJWNLSA-N 0.000 description 1
- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 238000012935 Averaging Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910000881 Cu alloy Inorganic materials 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- KGWDUNBJIMUFAP-KVVVOXFISA-N Ethanolamine Oleate Chemical compound NCCO.CCCCCCCC\C=C/CCCCCCCC(O)=O KGWDUNBJIMUFAP-KVVVOXFISA-N 0.000 description 1
- 241000208202 Linaceae Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical compound CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000004148 curcumin Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000002081 enamines Chemical class 0.000 description 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 description 1
- HCPOCMMGKBZWSJ-UHFFFAOYSA-N ethyl 3-hydrazinyl-3-oxopropanoate Chemical compound CCOC(=O)CC(=O)NN HCPOCMMGKBZWSJ-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 150000001261 hydroxy acids Chemical group 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004434 industrial solvent Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical compound CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- RZRNAYUHWVFMIP-UHFFFAOYSA-N monoelaidin Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-UHFFFAOYSA-N 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- FSWDLYNGJBGFJH-UHFFFAOYSA-N n,n'-di-2-butyl-1,4-phenylenediamine Chemical compound CCC(C)NC1=CC=C(NC(C)CC)C=C1 FSWDLYNGJBGFJH-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229960000502 poloxamer Drugs 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920002552 poly(isobornyl acrylate) polymer Polymers 0.000 description 1
- 229920013639 polyalphaolefin Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical class OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000035322 succinylation Effects 0.000 description 1
- 238000010613 succinylation reaction Methods 0.000 description 1
- 229940095068 tetradecene Drugs 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/221—Organic compounds containing nitrogen compounds of uncertain formula; reaction products where mixtures of compounds are obtained
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/226—Organic compounds containing nitrogen containing at least one nitrogen-to-nitrogen bond, e.g. azo compounds, azides, hydrazines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/224—Amides; Imides carboxylic acid amides, imides
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/228—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen double bond, e.g. guanidines, hydrazones, semicarbazones, imines; containing at least one carbon-to-nitrogen triple bond, e.g. nitriles
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/232—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/04—Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/16—Hydrocarbons
- C10L1/1616—Hydrocarbons fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
- C10L1/1822—Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms
- C10L1/1824—Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms mono-hydroxy
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/192—Macromolecular compounds
- C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
- C10L1/1985—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid polyethers, e.g. di- polygylcols and derivatives; ethers - esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/2381—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds polyamides; polyamide-esters; polyurethane, polyureas
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2200/00—Components of fuel compositions
- C10L2200/02—Inorganic or organic compounds containing atoms other than C, H or O, e.g. organic compounds containing heteroatoms or metal organic complexes
- C10L2200/0259—Nitrogen containing compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2230/00—Function and purpose of a components of a fuel or the composition as a whole
- C10L2230/22—Function and purpose of a components of a fuel or the composition as a whole for improving fuel economy or fuel efficiency
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2270/00—Specifically adapted fuels
- C10L2270/02—Specifically adapted fuels for internal combustion engines
- C10L2270/023—Specifically adapted fuels for internal combustion engines for gasoline engines
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Combustion & Propulsion (AREA)
- Solid Fuels And Fuel-Associated Substances (AREA)
- Liquid Carbonaceous Fuels (AREA)
Abstract
The dicarboxylic acid that alkyl replaces or the reaction product of its acid anhydrides and nitrogen compound I or its salt in fuel as additive to reduce the purposes of the fuel consumption in oil engine.
Description
The reaction product that the present invention relates to dicarboxylic acid that the alkyl that has 8-250 carbon atom by (a) its alkyl replaces or its acid anhydrides and the nitrogen compound of (b) general formula I or the salt formation of nitrogen compound I in fuel as additive using in using the spark-ignited internal combustion engine of this fuel operate, reduce fuel consumption or in Fuel Petroleum as additive to reduce the purposes of fuel consumption in the spontaneous ignition formula operation of internal combustion engine of this fuel of use:
Wherein R
1and R
2be hydrogen or C independently of one another
1-C
20alkyl.
The invention further relates to a kind of fuel composition, it comprises the fuel dope that Fuel Petroleum, described reaction product and at least one have detergent action.
The invention further relates to a kind of multifunctional additive for lubricating oils, it comprises the fuel dope that described reaction product and at least one have detergent action.
Known predetermined substance in fuel reduces oil engine, the internal friction especially in petrol motor, and therefore contributes to fuel saving.Such material is also referred to as lubricity improver, low friction compound or friction improver.Lubricity improver market being usually used in Fuel Petroleum is generally naturally occurring carboxylic acid if lipid acid and polyvalent alcohol such as, as glycerine or the condensation product with alkanolamine, glyceryl monooleate.
The shortcoming of the lubricity improver of described prior art is and other conventional fuel additives, and especially detergent additive is if PIBA and/or carrier oil are as the bad miscibility of polyoxyalkylene.Important requirement in practice be provided component mixture or multifunctional additive for lubricating oils even at a lower temperature, especially at the outdoor winter temperature being such as low to moderate-20 DEG C, be easy to pumping and long-time in maintenance uniform and stable, namely do not occur being separated and/or throw out.
Shown miscibility problem is avoided as solubilizing agent by adding relatively large paraffins or aromatic hydrocarbon and the alcohol mixture as the trimethyl carbinol or 2-Ethylhexyl Alcohol in component mixture or multifunctional additive for lubricating oils usually.But, need these expensive solubilizing agents of significant quantity to realize required homogeneity in some cases, and therefore this solution of this problem is become uneconomical.
Recommend in WO2007/053787 as the low molecular weight carboxylic acid of the solubilizing agent of such component mixture or multifunctional additive for lubricating oils and carboxylic acid derivative, glycol ethers and alkylating phenol also because its raw materials cost is high and uneconomical, and except they do not have any other positive effect as except the function of solubilizing agent.On the contrary, they conceal the risk causing unfavorable effect, and the such as formation of undesirable oil dilution and combustion chamber deposit increases.
In addition; the lubricity improver of described prior art usually have with component mixture or multifunctional additive for lubricating oils in or water in fuel itself form the tendency of emulsion, thus only can difficulty or at least only slowly via the water again removing and permeated that is separated.
Such as, lubricity improver described in EP-A1424322 and WO03/070860-based on have single-or polyamines or alkanolamine as the polyisobutenyl succinimide-present good miscibility with other binder components in respective mixtures or enriched material of butylamine, diethylenetriamine, tetren or aminoethylene thanomin, but have the obvious tendency forming stable emulsion with water, this may to cause water and dirt particles to be carried secretly in supply of fuel chain and finally also may enter the effect in engine.Water may cause corrosion; Dirt particles may cause petrolift, fuel filter and oil nozzle impaired.
The object of this invention is to provide fuel dope, it is effective fuel saving in spark-ignited internal combustion engine operation first, secondly no longer there is the shown shortcoming of prior art, be namely more specifically with the bad miscibility of other fuel dopes and form the tendency of emulsion with water.In addition, they should not make the high cleanliness of the intake valve realized by modern fuels additive be deteriorated.
Therefore, the purposes of the dicarboxylic acid replaced by (a) alkyl that beginning defines or the reaction product that its acid anhydrides is formed with the nitrogen compound of (b) general formula I has been had been found that.Can suppose by described reaction product cause conservation of fuel mainly based on it as in oil engine, in petrol motor, especially reduce the effect of the additive of internal friction.Therefore described reaction product is mainly used as lubricity improver in the context of the present invention.
The reaction product of the dicarboxylic acid replaced by alkyl or its acid anhydrides and aminoguanidine or its salt formation in U.S. prospectus US2009/0282731A1 and US2010/0037514A1 as improving diesel engine performance and the additive of clean oil nozzle describes in diesel engine.
English Patent GB998869 and GB1020059 discloses the reaction product formed by polyisobutenyl succinic anhydride and aminoguanidine bicarbonate and is also adapted in Fuel Petroleum as detergent additive.
Europe prospectus EP0310367A1 describes the reaction product formed by polyisobutenyl succinic anhydride and aminoguanidine bicarbonate and protects copper and copper alloy in diesel engine when being present in motor oil.
Spark-ignited internal combustion engine is preferably interpreted as referring to usually by the petrol motor of plug ignition.Except conventional four-stroke and two-stroke gasoline engine, spark-ignited internal combustion engine also comprises other engine types, such as Wankel engine.These are generally uses regular price gasoline type, especially according to the gasoline types of EN228, gasoline-alcohol mixture is as having the Flex fuel of 75-85 volume % ethanol, and hydraulic air (" LPG ") or compressed natural gas (" CNG ") are as the engine of fuel handling.
But, the purposes of the present invention of the reaction product that the dicarboxylic acid replaced by (a) alkyl or the nitrogen compound of its acid anhydrides and (b) general formula I are formed also relates to oil engine newly developed as " HCCI " engine, its be spontaneous ignition and operate with Fuel Petroleum.
Nitrogen compound for the general formula I of reactive component (a) is guanidine, replaces guanidine or its salt.Possible alkyl in these compounds comprises 1-20, especially 1-12, particularly 1-8 carbon atom.Alkyl is interpreted as the alkyl referring to have any structure here, but can also comprise on a small quantity heteroatoms as oxygen and/or nitrogen-atoms and/or halogen atom and/or with functional group as hydroxyl, carboxyl, carboxylate group, cyano group, nitro and/or sulfo group, condition is the remarkable hydrocarbon character therefore not changing this group.Described alkyl can be saturated or undersaturated in nature; It can have linear or branched structure; It can comprise aromatics and/or heterocycle substructure.
Nitrogen compound I can have two for R
1and R
2such alkyl, or only there is one for R
1and R
2such alkyl, another substituting group is hydrogen in the later case.But, preferably two substituent R
1and R
2for hydrogen, namely this compound is unsubstituted aminoguanidine.
For R
1and/or R
2possible alkyl is preferably linear or branched-alkyl or alkenyl, especially there is 1-8, those of a preferred 1-4 carbon atom, as methyl, ethyl, vinyl, n-propyl, sec.-propyl, 1-propenyl, 2-propenyl, normal-butyl, sec-butyl, isobutyl-, the tertiary butyl, amyl group, neo-pentyl, hexyl, heptyl, octyl group, 2-ethylhexyl, new octyl group, nonyl, new nonyl, different nonyl, decyl, new decyl, 2-propylheptyl, undecyl, new undecyl, dodecyl, tridecyl, isotridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl (stearyl), oil base, sub-oil base, flax base, nonadecyl, eicosyl or its constitutional isomer.
In addition, for R
1and/or R
2possible alkyl can also relate to cycloalkyl, such as cyclopentyl, cyclohexyl, 2-, 3-or 4-methylcyclohexyl or suberyl.
In addition, for R
1and/or R
2possible alkyl can also be aryl, alkaryl or aralkyl, such as phenyl, naphthyl, benzyl, 2-phenylethyl, 3-phenyl propyl, 4-phenyl butyl, tolyl or o-, m-or p-Xylol base.
When nitrogen compound I uses with the form of one of its salt, this is especially that halogenide is as muriate or bromide, carbonate, supercarbonate, nitrate or orthophosphoric acid salt.Preferred use supercarbonate.
In preferred embodiments, the nitrogen compound of component (b) is unsubstituted aminoguanidine bicarbonate.
Dicarboxylic acid or its acid anhydrides of the alkyl replacement of component (a) have saturated C usually
2-C
10skeleton based on dicarboxylic acid or its acid anhydrides.This dicarboxylic acid or its acid anhydrides can with multiple, such as 2 or 3 hydrocarbyl substituents, but a preferred only hydrocarbyl substituent.When this acid anhydrides is formed with intramolecular fashion, the usual form in the form of a ring of this acid anhydrides.But the open chain acid anhydrides formed by intermolecular acid anhydrides is also suitable.The example of such dicarboxylic acid is oxalic acid, propanedioic acid, succsinic acid, pentanedioic acid, hexanodioic acid, pimelic acid, suberic acid, nonane diacid and sebacic acid.Aromatic dicarboxylic acid is as suitable equally in phthalic acid or terephthalic acid.
In preferred embodiments, the dicarboxylic acid replaced as the alkyl of reactive component (a) is based on succsinic acid or its acid anhydrides.More specifically, the corresponding succinyl oxide of formula II is here suitable:
Wherein R
3represent the alkyl with 8-250 carbon atom.Alkyl will also be understood that the alkyl for referring to have any structure here, but can also comprise on a small quantity heteroatoms as oxygen and/or nitrogen-atoms and/or halogen atom and/or with functional group as hydroxyl, carboxyl, carboxylate group, cyano group, nitro and/or sulfo group, condition is the remarkable hydrocarbon character therefore not changing this group.This alkyl is generally alkyl, alkenyl, cycloalkyl, aryl, heteroaryl, aralkyl or alkaryl.When more long chain hydrocarbon groups, it can based on olefin polymer, such as, based on polyethylene, polypropylene or polyisobutene.
Alkyl in component (a), i.e. radicals R
3be linear in preferred embodiments or branching C
8-C
40alkyl or alkenyl or there is the polyisobutenyl of 24-250 carbon atom.
Linear or branching C
8-C
40alkenyl and polyisobutenyl are usually obtained olefinic double bond by unsubstituted dicarboxylic acid or the hot alkene reaction between its acid anhydrides and long-chain alpha-olefin with the α at hydrocarbyl side chain, β position and obtain.For this reason, usually reactant is heated to the temperature of 150-250 DEG C.Alkenyl can be hydrogenated to corresponding saturated alkyl subsequently.
Useful C
8-C
40alkenyl, especially C
10-C
24alkenyl is such as 1-nonene base, 1-decene base, 1-undecenyl, 1-dodecenyl succinic, 1-tridecylene base, tetradecene base, 1-15 carbene base, cetene base, 1-vaccenic acid base, 1-eicosylene base and by oligomerising isobutene as two-, three-, the corresponding alkenyl that formed of four-or five iso-butylenes or by commercial alpha olefins mixture as C
20-C
24the corresponding alkenyl that-alpha-olefin is formed.
When there is polyisobutenyl, it preferably comprises 24-250, especially 28-180, particularly 36-80 carbon atom, or therefore has preferably 330-3500, especially 390-2500, especially the number-average molecular weight M of 500-1100
n.Such polyisobutenyl usually by highly reactive polyisobutenes, namely by having at high proportion, normally at least 60%, especially at least 70%, the particularly polyisobutene preparation of at least 80% end vinylidene double bond.
The succinylation degree that the polyisobutenyl succinimide (" PIBSA ") so obtained has usually, i.e. the mol ratio of succinyl oxide unit and polyisobutene unit is 0.8-2.0, especially 1.0-1.3.Therefore, two succinyl oxide unit also can with a polyisobutene chain bonding.
The reaction product that the dicarboxylic acid replaced by (a) alkyl or its acid anhydrides and (b) nitrogen compound I obtain is generally the mixture of several compounds of different structure.This ingredients of a mixture can be especially the imide formed by the primary amino of I, such as compound III a, and/or comprises the compound of one or two aminotriazole structure division, such as, at R
1=R
2compound III b in=H situation:
The reaction product of the present invention that the dicarboxylic acid replaced by (a) alkyl or its acid anhydrides and (b) nitrogen compound I are formed very is suitable as fuel dope, it is at spark-ignited internal combustion engine, especially in petrolic operation, effective fuel saving, has good miscibility with other fuel dopes and does not have the obvious tendency forming emulsion with water.Described advantageous property extra use and to have under the fuel dope of detergent action in for Fuel Petroleum when show with specific degrees.
Therefore, present invention also offers a kind of fuel composition, it comprises Fuel Petroleum with primary amount and the reaction product of the present invention formed with the nitrogen compound that minor amount comprises dicarboxylic acid that at least one replaces by (a) alkyl and (b) general formula I, and at least one is different from described reaction product and has the fuel dope of detergent action.
The amount of this at least one reaction product of the present invention in Fuel Petroleum is generally 10-5000 weight ppm, more preferably 20-2000 weight ppm, even more preferably 30-1000 weight ppm, especially 40-500 weight ppm, such as 50-300 weight ppm.
Useful Fuel Petroleum comprises all regular price gasoline fuel compositions.The Typical Representative here should mentioned is the Eurosuper basic fuel according to EN228 common on market.In addition, be also possible Application Areas for the purpose of the present invention according to the gasoline fuel composition of the specification sheets of WO00/47698.In addition, in the context of the present invention, Fuel Petroleum will also be understood that as referring to alcoholic Fuel Petroleum, especially containing the Fuel Petroleum of ethanol, such as described in WO2004/090079, such as ethanol content is the Flex fuel of 75-85 volume %, or comprises the Fuel Petroleum (" E85 ") of 85 volume % ethanol, but also have " E100 " fuel type, it typically is component distillation ethanol and therefore by about 96 volume %C
2h
5oH and about 4 volume %H
2o is formed.
The reaction product of the present invention that the dicarboxylic acid replaced by (a) alkyl or its acid anhydrides and (b) nitrogen compound I are formed can add in adhoc basis fuel separately or with fuel dope packaged form.Such packaging is fuel additive concentrate and is different from reaction product of the present invention except solvent and except at least one and usually also comprises other components a series of as supplementary additive except having the fuel dope of detergent action, and supplementary additive is especially carrier oil, corrosion inhibitor, emulsion splitter, de-misting agent, defoamer, combustion improving agent, antioxidant or stablizer, static inhibitor, metallocene, metal deactivators, solubilizing agent, marking agent and/or dyestuff.
Hereinafter referred to as the washing agent of component (D) or detergent additive typically refer to the sedimentation inhibitor for fuel.Detergent additive preferably has at least one number-average molecular weight (M
n) be the hydrophobicity alkyl of 85-20000, especially 300-5000, particularly 500-2500 and the amphiphilic species of at least one polar moieties.
In preferred embodiments, fuel composition of the present invention comprises at least one and is selected from following representative and is different from reaction product of the present invention as at least one and the fuel dope (D) with detergent action:
(Da) have list-or the polyamino of 6 nitrogen-atoms at the most, wherein at least one nitrogen-atoms has alkalescence;
(Db) nitro, optional and hydroxy combination;
(Dc) hydroxyl combined with list-or polyamino, wherein at least one nitrogen-atoms has alkalescence;
(Dd) carboxyl or its basic metal or alkaline earth salt;
(De) sulfo group or its basic metal or alkaline earth salt;
(Df) by hydroxyl, wherein at least one nitrogen-atoms, there is the list-of alkalescence or the poly-C of polyamino or carbamate groups end-blocking
2-C
4alkylene oxide structure part;
(Dg) carboxylate group;
(Dh) be derived from succinyl oxide and there is hydroxyl and/or amino and/or amide group and/or imide structure division; And/or
(Di) by structure division that the Mannich of substituted phenol and aldehyde and single-or polyamines is obtained by reacting.
Number-average molecular weight (the M that the hydrophobicity alkyl of enough solubleness in this fuel composition has is guaranteed in above-mentioned detergent additive
n) be 85-20000, especially 300-5000, particularly 500-2500.Useful typical hydrophobicity alkyl, especially combines with polar moieties (Da), (Dc), (Dh) and (Di), is relative chain alkyl or alkenyl, has M especially separately
nthe polypropylene-base of=300-5000, especially 500-2500, particularly 700-2300, polybutylene-based and polyisobutenyl.
The detergent additive example of above-mentioned group comprises following:
The additive (Da) comprising list-or polyamino is preferably based on M
nthe polyalkenes hydrocarbon monoamine of the polypropylene of=300-5000 or routine (namely mainly there is internal double bond) polybutene or polyisobutene or polyalkenes hydrocarbon polyamines.When the preparation of such additive is by mainly having the polybutene of internal double bond (usually in β and γ position) or polyisobutene, a kind of possible to prepare approach be by chlorination and amination subsequently or by obtaining carbonyl or carboxylic compound with air or ozone oxidation double bond and amination under reductibility (hydrogenation) condition subsequently.Amine here for amination can be such as ammonia, monoamine or polyamines, as dimethylamino-propyl amine, quadrol, diethylenetriamine, Triethylenetetramine (TETA) or tetren.Especially be described in WO-A-94/24231 based on polyacrylic respective additive.
The additive (Da) preferably comprising mono amino is further the hydrogenated products of the reaction product of the polyisobutene of mean polymerisation degree P=5-100 and the mixture of oxynitride or oxynitride and oxygen, especially as described in WO-A-97/03946.
The additive (Da) preferably comprising mono amino is further can by reacting with amine and subsequent dewatering and reduce amino alcohol and the compound that obtained by polyisobutylene epoxies compound, especially as described in DE-A-19620262.
The additive (Db) comprising nitro that is optional and hydroxy combination is preferably the reaction product of the polyisobutene of mean polymerisation degree P=5-100 or 10-100 and the mixture of oxynitride or oxynitride and oxygen, especially as described in WO-A-96/03367 and WO-A96/03479.These reaction product are generally the mixture of pure nitro polyisobutene (such as α, β-dinitrobenzene polyisobutene) and mixing hydroxyl nitro polyisobutene (such as α-nitro-beta-hydroxy polyisobutene).
The additive (Dc) comprising the hydroxyl combined with list-or polyamino is especially can by preferably mainly having terminal double bond and M
nthe reaction product of the polyisobutylene epoxies compound that the polyisobutene of=300-5000 obtains and ammonia or single-or polyamines, especially as described in EP-A-476485.
The additive (Dd) comprising carboxyl or its basic metal or alkaline earth salt is preferably C
2-C
40the multipolymer of alkene and maleic anhydride, total molar mass of this multipolymer is that 500-20000 and some of them or all carboxyls have changed into an alkali metal salt or alkaline earth salt and any remaining carboxyl reacts with alcohol or amine.Such additive is especially open by EP-A-307815.Such additive be mainly used in preventing the prooving of valve seat and as described in WO-A-87/01126 can advantageously with conventional oil washing agent as poly-(different) butenylamine or polyetheramine are combined.
The additive (De) comprising sulfo group or its an alkali metal salt or alkaline earth salt is preferably an alkali metal salt or the alkaline earth salt of alkyl sulphosuccinates, especially as described in EP-A-639632.Such additive be mainly used in preventing the prooving of valve seat and can advantageously with conventional oil washing agent as poly-(different) butenylamine or polyetheramine are combined.
Comprise poly-C
2-C
4the additive (Df) of alkylene oxide structure part preferably can by making C
2-C
60alkanol, C
6-C
30alkanediol, list-or two-C
2-C
30alkylamine, C
1-C
30alkyl cyclohexanol or C
1-C
30alkylphenol and each hydroxyl or amino 1-30mol ethylene oxide and/or propylene oxide and/or oxybutylene react and when polyetheramine by the polyethers that obtains with ammonia, monoamine or polyamines reductive amination subsequently or polyetheramine.Such product is especially described in EP-A-310875, in EP-A-356725, EP-A-700985 and US-A-4877416.When polyethers, such product also has carrier oil performance.These representative instance is tridecyl alcohol butoxy compound, different tridecyl alcohol butoxy compound, different nonyl phenol butoxy compound and polyisobutene alcohol butoxy compound and propoxylated glycerine, also has the respective reaction product with ammonia.
The additive (Dg) comprising carboxylate group be preferably single-, two-or the ester of tricarboxylic acid and long chain alkane alcohol or polyvalent alcohol, the minimal viscosity especially at 100 DEG C is 2mm
2those of/s, especially as described in DE-A-3838918.List used-, two-or tricarboxylic acid can be aliphatic series or aromatic acid, specially suitable ester alcohol or ester polyol be have such as 6-24 carbon atom long-chain represent.The Typical Representative of ester is the adipic acid ester of isooctyl alcohol, isononyl alcohol, isodecyl alcohol and different tridecyl alcohol, phthalic ester, isophthalic acid ester, terephthalate and trimellitate.Such product also has carrier oil performance.
Comprise and be derived from succinyl oxide and the additive (Dh) with the structure division of hydroxyl and/or amino and/or amide group and/or imide is preferably the corresponding derivative of the succinyl oxide that alkyl-or alkenyl replace, especially can by making M
nthe routine of=300-5000 or highly reactive polyisobutenes and maleic anhydride are with hot approach or the corresponding derivative of polyisobutenyl succinic anhydride that reacts via chlorination polyisobutene and obtain.Especially interestingly there is the derivative of aliphatic polyamines as quadrol, diethylenetriamine, Triethylenetetramine (TETA) or tetren thus.The structure division with hydroxyl and/or amino and/or amide group and/or imide is such as hydroxy-acid group, the acid amides of monoamine, also there is the diamines of free amino or the acid amides of polyamines except amide functional group, there is the succinic acid derivative of acid and amide functional group, with the carboxylic imide of monoamine, that also there is free amino except imide functionality with two-amine or polyamines carboxylic imide, or react by diamines or polyamines and two kinds of succinic acid derivatives the imide formed.Such fuel dope is especially described in US-A-4849572.
Be selected from detergent additive that (Dh) organize and be preferably the succinyl oxide that alkyl-or alkenyl replace, especially the reaction product of polyisobutenyl succinic anhydride (" PIBSA ") and amine and/or alcohol.These therefore for be derived from alkyl-, alkenyl-or polyisobutenyl succinic anhydride and there is the derivative of amino and/or amide group and/or imide and/or hydroxyl.Self-evidently these reaction product not only can obtain when using substituted succinyl oxide, and can obtain as when amber carboxylic acid halides or succinate at use replacement succsinic acid or suitable acid derivative.
The fuel being added with additive preferably comprises the washing agent of at least one based on polyisobutenyl substituted succinimide.Especially interestingly with the imide of aliphatic polyamines.Particularly preferred polyamines is quadrol, diethylenetriamine, Triethylenetetramine (TETA), penten and especially tetren.The number-average molecular weight M of polyisobutenyl
nbe preferably 500-5000, more preferably 500-2000, especially about 1000.
The additive (Di) comprising the structure division be obtained by reacting by the Mannich of substituted phenol and aldehyde and single-or polyamines is preferably phenol that polyisobutene replaces and formaldehyde and list-or polyamines as the reaction product of quadrol, diethylenetriamine, Triethylenetetramine (TETA), tetren or dimethylamino-propyl amine.The phenol that polyisobutenyl replaces can come from M
nthe routine of=300-5000 or highly reactive polyisobutenes.Such " polyisobutene Mannich alkali " is especially described in EP-A-831141.
Fuel composition of the present invention is to be generally 10-5000 weight ppm, more preferably 20-2000 weight ppm, even more preferably 30-1000 weight ppm, especially 40-500 weight ppm, the such as amount of 50-250 weight ppm comprise at least one be different from reaction product of the present invention and there is detergent action be usually selected from the fuel dope that above-mentioned (Da)-(Di) organize.
Described detergent additive (D) is preferably combined with at least one carrier oil.In preferred embodiments, fuel composition of the present invention is different from reaction product of the present invention except at least one reaction product of the present invention and at least one and also comprises at least one carrier oil on a small quantity as other fuel dopes except having the fuel dope of detergent action.
Suitable mineral carrier oil is the cut obtained in crude oil processing, if viscosity is such as bright stock or the base oil of SN500-2000 grade; But also have aromatic hydrocarbon, paraffins and alkoxy chain triacontanol.Equally usefully obtain in mineral oil refining and be known as the cut (boiling range is the vacuum distillate cut of about 360-500 DEG C, can be obtained by under high pressure catalytic hydrogenation and isomerization and the crude mineral oils also dewaxed) of " hydrocracking oil ".The equally it is suitable that mixture of above-mentioned mineral carrier oil.
Suitable synthetic vectors oil example is selected from the polyolefine (carboxylicesters of the polyetheramine that the initial polyethers of poly-alpha-olefin or poly-(internal olefin), (gathering) ester, (gathering) alcoxylates, polyethers, aliphatic polyether amine, alkylphenol, alkylphenol are initial and long chain alkane alcohol.
The example of suitable polyolefins is M
nthe olefin polymer of=400-1800, especially based on polybutene or polyisobutene (hydrogenation or unhydrogenated).
The example of suitable polyether or polyetheramine preferably can by making C
2-C
60alkanol, C
6-C
30alkanediol, list-or two-C
2-C
30alkylamine, C
1-C
30alkyl cyclohexanol or C
1-C
30alkylphenol and each hydroxyl or amino 1-30mol ethylene oxide and/or propylene oxide and/or oxybutylene react and when polyetheramine by obtain comprise poly-C with ammonia, monoamine or polyamines reductive amination subsequently
2-C
4the compound of alkylene oxide structure part.Such product is especially described in EP-A-310875, EP-A-356725, EP-A-700985 and US-A-4, and 877, in 416.Such as polyetheramine used can be poly-C
2-C
6oxidation enamine or its functional derivatives.Its representative instance is tridecyl alcohol butoxy compound or different tridecyl alcohol butoxy compound, different nonyl phenol butoxy compound and in addition polyisobutene phenol butoxy compound and propoxylated glycerine, also has the respective reaction product with ammonia.
The carboxylicesters example of long chain alkane alcohol is especially single-, two-or the ester of tricarboxylic acid and long chain alkane alcohol or polyvalent alcohol, especially as described in DE-A-3838918.List used-, two-or tricarboxylic acid can be aliphatic series or aromatic acid; Suitable ester alcohol or polyvalent alcohol are especially for such as having the long-chain representative of 6-24 carbon atom.The Typical Representative of ester is the adipic acid ester of isooctyl alcohol, isononyl alcohol, isodecyl alcohol and different tridecyl alcohol, phthalic ester, isophthalic acid ester, terephthalate and trimellitate, such as phthalic acid two (n-or isotridecyl) ester.
Other suitable carrier oil systems are such as described in DE-A-3826608, in DE-A-4142241, DE-A-4309074, EP-A-0452328 and EP-A-0548617.
Specially suitable synthetic vectors oil example has about 5-35, and such as about 5-30 is such as selected from propylene oxide unit, is oxidized the C of n-butene unit and isobutene oxide unit or its mixture
3-C
6the polyethers that the alcohol of oxyalkylene units is initial.The phenol that the limiting examples of suitable starter alcohol is long chain alkane alcohol or is replaced by chain alkyl, wherein chain alkyl is especially straight chain or branching C
6-C
18alkyl.Preferred embodiment comprises tridecyl alcohol and nonyl phenol.
Other suitable synthetic vectors oil are alkoxylated alkylphenol, as described in DE-A-10102913.
Preferred carrier oil is synthetic vectors oil, particularly preferably polyethers.
When also using carrier oil, by it to be preferably 1-1000 weight ppm, more preferably 10-500 weight ppm, especially the amount of 20-100 weight ppm adds the present invention and is added with in the fuel of additive.
In preferred embodiments, fuel composition of the present invention is different from reaction product of the present invention and also to comprise at least one corrosion inhibitor on a small quantity as other fuel dopes except having the fuel dope of detergent action and optional at least one carrier oil except at least one reaction product of the present invention, at least one.
The corrosion inhibitor being suitable as such supplementary additive is such as succinate, especially with the ester of polyvalent alcohol, and derivative of fatty acid, such as oleic acid ester, oligomeric fatty acids and replace thanomin.
The emulsion splitter being suitable as other supplementary additives is such as alkyl-substituted phenols-and the alkali and alkaline earth metal ions salt of naphthene sulfonic acid and the alkali and alkaline earth metal ions salt of lipid acid, also has alcohol alkoxylate, such as alcohol ethoxylate, phenol alcoxylates, such as tert-butyl phenol ethoxylate or tert-pentyl phenol ethoxylate, lipid acid, alkylphenol, the condensation product of ethylene oxide and propylene oxide, such as POLOXAMER, polymine and polysiloxane.
The de-misting agent being suitable as other supplementary additives is such as alkoxylate phenol-formaldehyde condensate.
The defoamer being suitable as other supplementary additives is such as polyether-modified polysiloxane.
The antioxidant being suitable as other supplementary additives is such as substituted phenol, and such as 2,6 di t butyl phenol and 2,6-di-t-butyl-3-methylphenols, also have phenylenediamine, such as N, N '-di-sec-butyl-p-phenyl enediamine.
The metal deactivators being suitable as other supplementary additives is such as salicyclic acid derivatives, such as N, N '-two salicylidene-1,2-propylene diamine.
Suitable solvent, being especially also applicable to the solvent of fuel dope packaging, such as, is non-polar organic solvent, especially aromatics and aliphatic hydrocarbon, such as toluene, xylene, " petroleum solvent " and the trade mark
(manufacturers: RoyalDutch/ShellGroup),
the industrial solvent mixture of (manufacturers: ExxonMobil) and solvent naphtha.Here also usefully especially with the polar organic solvent used with the blend of described non-polar organic solvent, especially alcohols is as the trimethyl carbinol, primary isoamyl alcohol, 2-Ethylhexyl Alcohol and 2-propyl enanthol.
When also described supplementary additive and/or solvent being used in Fuel Petroleum, they use with the amount being usually used in this.
Present invention also offers reaction product of the present invention that the nitrogen compound that comprises dicarboxylic acid or its acid anhydrides that at least one replaces by (a) alkyl and (b) general formula I formed and at least one is different from described reaction product and has the multifunctional additive for lubricating oils of the fuel dope of detergent action.But multifunctional additive for lubricating oils of the present invention can comprise other supplementary additives above-mentioned.
Reaction product of the present invention is preferably with 1-99 % by weight, and more preferably 15-95 % by weight, especially the amount of 30-90 % by weight is present in multifunctional additive for lubricating oils of the present invention, in each case based on the gross weight of this enriched material.At least one be different from described reaction product and the fuel dope with detergent action preferably with 1-99 % by weight, more preferably 5-85 % by weight, especially the amount of 10-70 % by weight is present in multifunctional additive for lubricating oils of the present invention, in each case based on the gross weight of this enriched material.
The following example is used for further illustrating and not limiting the present invention.
Embodiment 1: mixed performance
By maleic anhydride and number-average molecular weight M
nbe 1000 and the embodiment 1 that the reaction product (" RP1 ") that the polyisobutenyl succinic anhydride that obtained by hot alkene reaction (200 DEG C) of the polyisobutene that end vinylidene double bond content is 85% and aminoguanidine bicarbonate are formed is similar to US2009/0282731A1 uses Solvesso
tM150 (manufacturerss: ExxonMobil) prepare as thinner.
The reaction product (" RP1 ") of so preparation is used to prepare multifunctional additive for lubricating oils (" AC1 ") by component listed below being simply mixed into:
● 400 weight part reaction product RP1 of the present invention (50 % by weight, in Solvesso150)
● 390 weight parts (polymer content) conventional detergent binder component is (based on M
nthe polyisobutene monoamine of the polyisobutene of=1000)
● 310 weight parts are based on the commercial vector oil of the initial polyethers of alcohol
● 270 weight parts are as the solvent naphtha of thinner
● 470 weight parts are as the 2-propyl enanthol of other thinners
● conventional de-misting agent component (based on alkoxylate phenol-formaldehyde condensate) of 4 weight parts
Can obtain transparent liquid without any problem ground mixes described component mutually, its denseness kept stable in several days.
In order to contrast, prepare multifunctional additive for lubricating oils " AC2 ", from the different of AC1, it is only that reaction product RP1 of the present invention is by the activeconstituents (" RP2 ") of the commercially available prior art lubricity improver of identical amount, namely by polyisobutenyl succinic anhydride (based on M
nthe polyisobutene of=1000) and tetren formed imide substitute.After mixing, RP2 exists with troubled liquor, after several days, isolate throw out by troubled liquor.
Embodiment 2: emulsion property
Be that the amount of 390 weight ppm adds multifunctional additive for lubricating oils AC1 (the present invention) and AC2 (for contrasting) as Fuel Petroleum to the typical Eurosuper basic fuel according to EN228 common on market in each case to make the dosage of lubricity improver RP1 (the present invention) and RP2 (for contrast) in each case.To be separated test according to ASTMD1094, in system, to add water and evaluate phase separation.After 5 minutes, AC1 provides two each transparent and clear phases (evaluation that is separated according to ASTMD1094:1) of separating, and after 5 minutes AC2 obtain aqueous phase and muddy fuel mutually in emulsion (evaluation that is separated according to ASTMD1094:4).
Embodiment 3: fuel economy
The Fuel Petroleum produced by adding AC1 wherein with dose rate described in embodiment 2 based on basic fuel common on American market uses 3 different automobiles according to U.S.EnvironmentalProtectionAgencyTestProtocol for testing in (fleettest) in practicality, C.F.R.Title40, Part600, SubpartB measure fuel economy.First with not additivated fuel, fuel consumption is measured for each automobile, then measure fuel consumption by equal fuel, but this fuel comprises multifunctional additive for lubricating oils AC1 at this with dosage described in embodiment 2.Be averaging all automobiles used, result is that fuel on average saves 1.3%.
Embodiment 4: intake valve degree of cleaning
The Fuel Petroleum being added with AC1 (the present invention) or AC2 (for contrast) with two kinds in MercedesBenzM111 engine measures inlet valve deposits (" IVD ") according to CECF-20-98.To the basic value of the given every valve 94mg of not additivated Fuel Petroleum, the Fuel Petroleum being added with AC1 (the present invention) provides the value of every valve 2mg, and the Fuel Petroleum being added with AC2 (for contrast) provides the value of every valve 6mg.
Claims (9)
1. be linear or branching C by (a) its alkyl
8-C
40the reaction product of the dicarboxylic acid that alkyl or-alkenyl or the alkyl of polyisobutenyl with 24-250 carbon atom replace or its acid anhydrides and the nitrogen compound of (b) general formula I or the salt formation of nitrogen compound I, and at least one is different from described reaction product and has detergent action and for having at least one number-average molecular weight (M
n) for the fuel dope of the hydrophobicity alkyl of 85-20000 and the amphiphilic species of at least one polar moieties in fuel as additive using use in the operation of the spark-ignited internal combustion engine of this fuel reduce fuel consumption or in Fuel Petroleum as additive to reduce the purposes of fuel consumption in the spontaneous ignition formula operation of internal combustion engine using this fuel:
Wherein R
1and R
2be hydrogen or C independently of one another
1-C
20alkyl.
2. purposes according to claim 1, the dicarboxylic acid of the wherein alkyl replacement of component (a) is based on succsinic acid or its acid anhydrides.
3., according to the purposes of claim 1 or 2, wherein the nitrogen compound of component (b) is unsubstituted aminoguanidine bicarbonate.
4. a fuel composition, it comprises Fuel Petroleum with primary amount and comprises with minor amount the reaction product of the present invention that at least one dicarboxylic acid that replaced by (a) alkyl as claimed in one of claims 1-3 and the nitrogen compound of (b) general formula I formed, and at least one is different from described reaction product and has detergent action and for having at least one number-average molecular weight (M
n) be the hydrophobicity alkyl of 85-20000 and the fuel dope of the amphiphilic species of at least one polar moieties.
5. fuel composition according to claim 4, comprises at least one and is selected from following representative as being different from described reaction product and having the described fuel dope of detergent action:
(Da) have list-or the polyamino of 6 nitrogen-atoms at the most, wherein at least one nitrogen-atoms has alkalescence;
(Db) nitro, optional and hydroxy combination;
(Dc) hydroxyl combined with list-or polyamino, wherein at least one nitrogen-atoms has alkalescence;
(Dd) carboxyl or its basic metal or alkaline earth salt;
(De) sulfo group or its basic metal or alkaline earth salt;
(Df) by hydroxyl, wherein at least one nitrogen-atoms, there is the list-of alkalescence or the poly-C of polyamino or carbamate groups end-blocking
2-C
4alkylene oxide structure part;
(Dg) carboxylate group;
(Dh) be derived from succinyl oxide and there is hydroxyl and/or amino and/or amide group and/or imide structure division; And/or
(Di) by structure division that the Mannich of substituted phenol and aldehyde and single-or polyamines is obtained by reacting.
6. fuel composition according to claim 4, additionally comprises at least one carrier oil on a small quantity as other fuel dopes.
7. fuel composition according to claim 5, additionally comprises at least one carrier oil on a small quantity as other fuel dopes.
8. the fuel composition any one of claim 4-7, additionally comprises at least one corrosion inhibitor on a small quantity as other fuel dopes.
9. a multifunctional additive for lubricating oils, the reaction product that the nitrogen compound comprising at least one dicarboxylic acid that replaced by (a) alkyl as claimed in one of claims 1-3 or its acid anhydrides and (b) general formula I is formed, and at least one is different from described reaction product and has detergent action and for having at least one number-average molecular weight (M
n) be the hydrophobicity alkyl of 85-20000 and the fuel dope of the amphiphilic species of at least one polar moieties.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10193466.9 | 2010-12-02 | ||
| EP10193466 | 2010-12-02 | ||
| PCT/EP2011/071470 WO2012072723A2 (en) | 2010-12-02 | 2011-12-01 | Use of the reaction product of a hydrocarbyl-substituted dicarboxylic acid and a nitrogen compound for reducing fuel consumption |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103228769A CN103228769A (en) | 2013-07-31 |
| CN103228769B true CN103228769B (en) | 2016-04-13 |
Family
ID=45349472
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180057828.5A Expired - Fee Related CN103228769B (en) | 2010-12-02 | 2011-12-01 | The reaction product of the dicarboxylic acid that alkyl replaces and nitrogen compound is reducing the purposes in fuel consumption |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP2646530B1 (en) |
| JP (1) | JP2014501813A (en) |
| KR (1) | KR101970939B1 (en) |
| CN (1) | CN103228769B (en) |
| AU (1) | AU2011334961B2 (en) |
| BR (1) | BR112013012874B1 (en) |
| CA (1) | CA2818837C (en) |
| MX (1) | MX2013006022A (en) |
| MY (1) | MY166033A (en) |
| PL (1) | PL2646530T3 (en) |
| SG (2) | SG190391A1 (en) |
| WO (1) | WO2012072723A2 (en) |
| ZA (1) | ZA201304841B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102022131890A1 (en) | 2022-12-01 | 2023-01-26 | Basf Se | Guanidine derivatives as fuel additives |
| DE102022132342A1 (en) | 2022-12-06 | 2023-01-26 | Basf Se | Guanidinium salts as fuel additives |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1013746A1 (en) * | 1998-12-22 | 2000-06-28 | Ethyl Corporation | Fuels with enhanced lubricity |
| CN1297026A (en) * | 1995-10-03 | 2001-05-30 | 乙基公司 | Copolymer disperser and fuel contg. it, and lubricant composition contg. it and use thereof |
| CN101508932A (en) * | 2008-02-11 | 2009-08-19 | 雅富顿公司 | Lubricating composition |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1020059A (en) | 1962-05-07 | 1966-02-16 | Monsanto Co | Succinimides, their production and use |
| GB1121681A (en) * | 1965-08-31 | 1968-07-31 | Lubrizol Corp | Compositions containing substituted succinic acid derivatives |
| US4690687A (en) | 1985-08-16 | 1987-09-01 | The Lubrizol Corporation | Fuel products comprising a lead scavenger |
| ATE74620T1 (en) | 1987-09-15 | 1992-04-15 | Basf Ag | FUELS FOR GASOLINE ENGINES. |
| US5080815A (en) * | 1987-09-30 | 1992-01-14 | Amoco Corporation | Method for preparing engine seal compatible dispersant for lubricating oils comprising reacting hydrocarbyl substituted discarboxylic compound with aminoguanirise or basic salt thereof |
| US4908145A (en) * | 1987-09-30 | 1990-03-13 | Amoco Corporation | Engine seal compatible dispersants for lubricating oils |
| DE3732908A1 (en) | 1987-09-30 | 1989-04-13 | Basf Ag | FUELS CONTAINING POLYETHERAMINE FOR OTTO ENGINES |
| CA1303599C (en) | 1987-09-30 | 1992-06-16 | David Alan Hutchison | Medium speed diesel engine lubricating oils |
| US4877416A (en) | 1987-11-18 | 1989-10-31 | Chevron Research Company | Synergistic fuel compositions |
| US4849572A (en) | 1987-12-22 | 1989-07-18 | Exxon Chemical Patents Inc. | Process for preparing polybutenes having enhanced reactivity using boron trifluoride catalysts (PT-647) |
| DE3826608A1 (en) | 1988-08-05 | 1990-02-08 | Basf Ag | FUELS CONTAINING POLYETHERAMINE OR POLYETHERAMINE DERIVATIVES FOR OTTO ENGINES |
| DE3838918A1 (en) | 1988-11-17 | 1990-05-23 | Basf Ag | FUELS FOR COMBUSTION ENGINES |
| DE4030164A1 (en) | 1990-09-24 | 1992-03-26 | Basf Ag | FUELS FOR COMBUSTION ENGINES AND LUBRICANTS CONTAINING HIGHLY MOLECULAR AMINO ALCOHOLS |
| DE4142241A1 (en) | 1991-12-20 | 1993-06-24 | Basf Ag | FUELS FOR OTTO ENGINES |
| DE4309074A1 (en) | 1993-03-20 | 1994-09-22 | Basf Ag | Mixtures suitable as fuel additives |
| DE4313088A1 (en) | 1993-04-22 | 1994-10-27 | Basf Ag | Poly-1-n-alkeneamines and fuel and lubricant compositions containing them |
| US5433875A (en) * | 1993-06-16 | 1995-07-18 | Ethyl Corporation | Ashless mannich despersants, their preparation, and their use |
| AT400149B (en) | 1993-08-17 | 1995-10-25 | Oemv Ag | ADDITIVE FOR UNLEADED FUEL AND THIS CONTAINING FUEL |
| DE4425835A1 (en) | 1994-07-21 | 1996-01-25 | Basf Ag | Use of reaction products made of polyolefins and nitrogen oxides or mixtures of nitrogen oxides and oxygen as additives for fuels |
| DE4425834A1 (en) | 1994-07-21 | 1996-01-25 | Basf Ag | Reaction products made of polyisobutenes and nitrogen oxides or mixtures of nitrogen oxides and oxygen and their use as fuel and lubricant additives |
| DE4432038A1 (en) | 1994-09-09 | 1996-03-14 | Basf Ag | Fuels containing polyetheramines for gasoline engines |
| DE19525938A1 (en) | 1995-07-17 | 1997-01-23 | Basf Ag | Process for the production of organic nitrogen compounds, special organic nitrogen compounds and mixtures of such compounds and their use as fuel and lubricant additives |
| DE19620262A1 (en) | 1996-05-20 | 1997-11-27 | Basf Ag | Process for the preparation of polyalkenamines |
| GB9618546D0 (en) | 1996-09-05 | 1996-10-16 | Bp Chemicals Additives | Dispersants/detergents for hydrocarbons fuels |
| DE19905211A1 (en) | 1999-02-09 | 2000-08-10 | Basf Ag | Fuel composition |
| DE10102913A1 (en) | 2001-01-23 | 2002-07-25 | Basf Ag | Alkoxylated alkylphenols used as additives for fuel or lubricant compositions, have a long-chain alkyl group with tertiary or quaternary carbon atoms |
| GB0204241D0 (en) | 2002-02-22 | 2002-04-10 | Ass Octel | Compound |
| US6867171B2 (en) | 2002-11-27 | 2005-03-15 | Chevron Oronitz Company Llc | Low molecular weight branched alkenyl succinic acid derivatives prepared from low molecular weight polyisobutene and unsaturated acidic reagents |
| DE10316871A1 (en) | 2003-04-11 | 2004-10-21 | Basf Ag | Fuel composition |
| CN101321850B (en) | 2005-11-04 | 2012-06-27 | 卢布里佐尔公司 | Fuel additive concentrate composition and fuel composition and method thereof |
| US20100037514A1 (en) | 2008-05-13 | 2010-02-18 | Afton Chemical Corporation | Fuel additives to maintain optimum injector performance |
| US8623105B2 (en) | 2008-05-13 | 2014-01-07 | Afton Chemical Corporation | Fuel additives to maintain optimum injector performance |
| US20100107479A1 (en) * | 2008-11-04 | 2010-05-06 | Duncan Richardson | Antifoam fuel additives |
-
2011
- 2011-12-01 BR BR112013012874A patent/BR112013012874B1/en not_active IP Right Cessation
- 2011-12-01 AU AU2011334961A patent/AU2011334961B2/en not_active Ceased
- 2011-12-01 CN CN201180057828.5A patent/CN103228769B/en not_active Expired - Fee Related
- 2011-12-01 MX MX2013006022A patent/MX2013006022A/en active IP Right Grant
- 2011-12-01 WO PCT/EP2011/071470 patent/WO2012072723A2/en active Application Filing
- 2011-12-01 PL PL11796948T patent/PL2646530T3/en unknown
- 2011-12-01 KR KR1020137017186A patent/KR101970939B1/en active IP Right Grant
- 2011-12-01 EP EP11796948.5A patent/EP2646530B1/en not_active Not-in-force
- 2011-12-01 CA CA2818837A patent/CA2818837C/en not_active Expired - Fee Related
- 2011-12-01 SG SG2013039979A patent/SG190391A1/en unknown
- 2011-12-01 MY MYPI2013001920A patent/MY166033A/en unknown
- 2011-12-01 SG SG10201509787PA patent/SG10201509787PA/en unknown
- 2011-12-01 JP JP2013541343A patent/JP2014501813A/en active Pending
-
2013
- 2013-06-28 ZA ZA2013/04841A patent/ZA201304841B/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1297026A (en) * | 1995-10-03 | 2001-05-30 | 乙基公司 | Copolymer disperser and fuel contg. it, and lubricant composition contg. it and use thereof |
| EP1013746A1 (en) * | 1998-12-22 | 2000-06-28 | Ethyl Corporation | Fuels with enhanced lubricity |
| CN101508932A (en) * | 2008-02-11 | 2009-08-19 | 雅富顿公司 | Lubricating composition |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2818837A1 (en) | 2012-06-07 |
| WO2012072723A2 (en) | 2012-06-07 |
| WO2012072723A3 (en) | 2012-07-26 |
| PL2646530T3 (en) | 2017-08-31 |
| MX2013006022A (en) | 2013-07-15 |
| BR112013012874A2 (en) | 2016-09-06 |
| KR101970939B1 (en) | 2019-04-22 |
| MY166033A (en) | 2018-05-21 |
| AU2011334961B2 (en) | 2017-02-23 |
| ZA201304841B (en) | 2014-09-25 |
| BR112013012874B1 (en) | 2019-09-03 |
| AU2011334961A1 (en) | 2013-06-13 |
| EP2646530A2 (en) | 2013-10-09 |
| JP2014501813A (en) | 2014-01-23 |
| SG10201509787PA (en) | 2015-12-30 |
| SG190391A1 (en) | 2013-06-28 |
| CN103228769A (en) | 2013-07-31 |
| CA2818837C (en) | 2018-12-18 |
| KR20130126648A (en) | 2013-11-20 |
| EP2646530B1 (en) | 2017-02-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR100663774B1 (en) | Fuel composition | |
| CN105765039B (en) | Purposes of the complex ester in fuel | |
| CA2810284C (en) | Gasoline fuel additives having detergent action or valve seat wear-inhibiting action | |
| KR100598442B1 (en) | Friction modifier alkoxyamine salts of carboxylic acids as additives for fuel compositions and methods of use thereof | |
| US20040010966A1 (en) | Additives for fuel compositions to reduce formation of combustion chamber deposits | |
| US20030200697A1 (en) | Friction modifier additives for fuel compositions and methods of use thereof | |
| CN101389738A (en) | Use of polynuclear phenolic compounds as stabilisers | |
| US20120137573A1 (en) | Use of the reaction product formed from a hydrocarbyl-substituted dicarboxylic acid and a nitrogen compound to reduce fuel consumption | |
| CA2406762C (en) | Fuel additive packets for gasoline fuels having improved viscosity properties and good ivd performance | |
| CN103228769B (en) | The reaction product of the dicarboxylic acid that alkyl replaces and nitrogen compound is reducing the purposes in fuel consumption | |
| CN103080283A (en) | Low-molecular weight polyisobutyl-substituted amines as detergent boosters | |
| CN115812096A (en) | Fuel composition | |
| KR20240046073A (en) | Fuel composition | |
| CN102741381A (en) | Liquid fuel compositions | |
| MXPA01007942A (en) | Fuel composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20160413 Termination date: 20201201 |